Cheap Flights to Key West from $53

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How Much Does it Cost To Fly To Key West?

The cheapest prices found with in the last 7 days for return flights were $112 and $53 for one-way flights to Key West for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TPAKey WestNovember 10 to November 13$122
ATLKey WestJanuary 8 to January 12$173
BWIKey WestNovember 20 to November 27$183
PHLKey WestJanuary 10 to January 13$185
LGAKey WestNovember 13 to November 20$187
ORDKey WestJanuary 7 to January 13$191
EWRKey WestDecember 6 to December 13$201
BOSKey WestNovember 18 to November 19$212
CLTKey WestJanuary 8 to January 13$227
DTWKey WestJanuary 10 to January 13$231
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAKey WestOctober 26 to November 8$187
BOSKey WestOctober 25 to November 1$250
BWIKey WestOctober 25 to October 31$320
DTWKey WestOctober 26 to November 7$328
MDWKey WestOctober 25 to October 28$375
CLTKey WestOctober 25 to October 31$445
PHLKey WestOctober 24 to October 25$592
ATLKey WestOctober 26 to November 5$624
SWFKey WestOctober 26 to October 30$649
EWRKey WestOctober 24 to October 27$717
*Prices include taxes and fees

Key West Flight Information

Traveling to
Key West
Lowest Price
$112
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Key West Accommodation Deals

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$159 nightly
The price is $179 total per night from Oct 27 to Oct 28
$179 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,201 reviews)
"Pool area was ok, nothing special"

Reviewed on Oct 16, 2025

Opens in a new windowSouthwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street, Key West, FL
$131 nightly
The price is $147 total per night from Oct 28 to Oct 29
$147 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.8/10 Good! (1,004 reviews)
"The room was very small but very clean and well maintained."

Reviewed on Oct 10, 2025

Opens in a new windowSeashell Motel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
$121 nightly
The price is $133 total per night from Oct 26 to Oct 27
$133 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (1,019 reviews)
"Breakfast was pretty healthy with fruit and yogurt."

Reviewed on Oct 16, 2025

Opens in a new windowDuval House
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Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
$144 nightly
The price is $162 total per night from Oct 22 to Oct 23
$162 total
Oct 22 - Oct 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,264 reviews)
"We have a wonderful time. We will stay here again in the future. Beautiful place to stay and staff are very nice and helpful. Thank you for the free drinking water bottles and free round trip transportation to downtown."

Reviewed on Oct 18, 2025

Opens in a new windowHampton Inn Key West FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Key West with Airport Shuttles

Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
$144 nightly
The price is $162 total per night from Oct 22 to Oct 23
$162 total
Oct 22 - Oct 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,264 reviews)
"We have a wonderful time. We will stay here again in the future. Beautiful place to stay and staff are very nice and helpful. Thank you for the free drinking water bottles and free round trip transportation to downtown."

Reviewed on Oct 18, 2025

Opens in a new windowHampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Oct 27 to Oct 28
$186 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,032 reviews)
"The shuttle services offered were great. The only complaint is there is no structure to it. You may the first waiting, but could be last to get on or have to wait for the next shuttle due to people cutting in front of each other to get on. There should be a line to help keep it fair."

Reviewed on Oct 19, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
The Garden House

The Garden House

3 out of 5
329 Elizabeth Street, Key West, FL
$120 nightly
The price is $132 total per night from Oct 27 to Oct 28
$132 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (663 reviews)
"Lovely garden setting. Peaceful pool area and very comfortable bed. Bikes for riding was an excellent feature."

Reviewed on Oct 19, 2025

Opens in a new windowThe Garden House
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Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
$183 nightly
The price is $206 total per night from Oct 27 to Oct 28
$206 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,616 reviews)
"Very comfortable king size bed. Large bathroom. AC was very loud so we turned it off while sleeping. The outside door to the 2 rooms was very heavy and loud when it slammed shut. We tried not to let it slam shut. The young lady at the desk was very nice and helpful. I meant to report that the lamp ..."

Reviewed on Oct 18, 2025

Opens in a new windowBeachside Resort & Residences
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
$189 nightly
The price is $212 total per night from Oct 28 to Oct 29
$212 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,742 reviews)
"The hotel was very clean, nice staff, the room was beautiful and comfortable"

Reviewed on Oct 19, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
$271 nightly
The price is $305 total per night from Oct 26 to Oct 27
$305 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
9/10 Wonderful! (1,020 reviews)
"Everything was great. Bathroom could use a little refresh and new mattresses"

Reviewed on Oct 17, 2025

Opens in a new windowThe Marker Key West Harbor Resort
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
$263 nightly
The price is $295 total per night from Oct 27 to Oct 28
$295 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (400 reviews)
"This hotel is beautiful. Great view from the room. Staff is amazing"

Reviewed on Oct 19, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
$211 nightly
The price is $238 total per night from Oct 30 to Oct 31
$238 total
Oct 30 - Oct 31
Total with taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,805 reviews)
"A great place to stay!"

Reviewed on Oct 18, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
$211 nightly
The price is $238 total per night from Oct 30 to Oct 31
$238 total
Oct 30 - Oct 31
Total with taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,805 reviews)
"A great place to stay!"

Reviewed on Oct 18, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West
Great for families

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.2/10 Very Good! (1,000 reviews)

Families like: Outdoor pool, babysitting, close to beach, bicycle rentals

Travelers say...
"Stayed here many times. Easy in and out, plenty of parking. Great friendly staff"

Reviewed on Sep 1, 2025

Opens in a new windowMargaritaville Beach House Key West
Blue Flamingo Resort Key West
Great for families

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
$143 nightly
The price is $160 total per night from Oct 21 to Oct 22
$160 total
Oct 21 - Oct 22
Total with taxes and fees
Stay at this 4-star family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,635 reviews)

Families like: Outdoor pools, miniature golf, game room, bicycle rentals

Travelers say...
"Yes"

Reviewed on Oct 19, 2025

Opens in a new windowBlue Flamingo Resort Key West
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Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
$189 nightly
The price is $212 total per night from Oct 28 to Oct 29
$212 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,742 reviews)
"The hotel was very clean, nice staff, the room was beautiful and comfortable"

Reviewed on Oct 19, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Key West Flight and Hotel Packages

Key West flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
Southernmost Beach Resort and Guesthouses
Hyatt Vacation Club at Windward Pointe, Key West
Don't see what you're looking for?
See all available trips from Boston to Key West
View all trips

Key West flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
The Key West Hotel
Lighthouse Hotel - Key West Historic Inns
Don't see what you're looking for?
See all available trips from Philadelphia to Key West
View all trips

Key West flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
Pier House Resort & Spa
Hyatt Vacation Club at Windward Pointe, Key West
Don't see what you're looking for?
See all available trips from Boston to Key West
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 8 hours. Prices and availability subject to change. Additional terms may apply.

Flights To Key West

Pristine coral reefs, fiery sunsets (and sunrises!), and miles of endless emerald waves—if you’re thinking of Key West flights (EYW), you already know all this beauty is in store. But this tiny island may still amaze you. You’ll find both the expected—glass-bottom kayaks, fresh seafood, hammocks and mai tais—and the unexpected—pirate tours, presidential houses, and Civil War forts. When your plane touches down in paradise, there are no obligations, so journey among the pastel clapboard cottages and discover your next adventure.

Transportation from EYW

Airfare to Key West lands you minutes from the fun. Hotels near Key West International Airport could be your perfect match. Just 4 miles from downtown, you’ll be away from the hustle and bustle but close enough to enjoy the sights. To get in on the action, stay near Duval Street on the western end of the island. Book an airport shuttle ahead of time—or catch a shuttle or taxi when you land—and you’ll be at your hotel before you can say “coconut telegraph.” Car rentals are available at the airport, but depending on where you’re staying, having a vehicle on Key West can be more hassle than helpful. Do as the locals do and rent a bicycle, or just hoof it. At just over seven square miles, with a mile-long downtown, Key West is the epitome of the walkable city. Meander in the footsteps of famous visitors, from Jimmy Buffett to Ernest Hemingway to Harry Truman—two of whom have landmarks named after them (sorry Jimmy, Margaritaville doesn’t count!).

Get Gulfside in Key West

We hope you like seashells, because you’re entering the Conch Republic. In this laissez-faire archipelago, you’re free to be, and do, whatever you desire. Book cheap flights to Key West with Travelocity and get your ticket to tranquility. We also have the best deals on Key West vacation packages—bundle and save today, then start exploring tomorrow.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.